Benzaldehyde → HCID 178517951, compound

HRID 706296Notes

Reaction equation

HRID 706296 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]2[N:6]=[CH:7][NH:8][C:4]=2[CH:3]=1.[CH:11](=O)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[Si]([C:23]#[N:24])(C)(C)C.C([O:32][CH2:33]C)(OCC)OCC.[BH4-].[Na+]>Cl>[NH:6]1[C:5]2[CH:9]=[CH:10][C:2]([N:1]3[CH:11]([C:12]4[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=4)[C:33](=[O:32])[NH:24][CH2:23]3)=[CH:3][C:4]=2[N:8]=[CH:7]1

Participants

7

Reactant 5

HCID 240BenzaldehydeHCID 136235-AminobenzimidazoleHCID 31214Ethyl orthoformateHCID 82115Trimethylsilyl cyanideHCID 4311764Sodium borohydride

Product 1

HCID 178517951HCID 178517951, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

The compound was synthesized starting from 5-aminobenzimidazole (0.75 g, 5.61 mmol), benzaldehyde (0.52 mL, 5.1 mmol), TMSCN (0.64 mL, 5.1 mmol), conc. aqueous HCl (10 mL), triethyl orthoformate (13 mL, excess), NaBH4 (0.227 g, 6 mmol) as described in method 4.

Workup

  1. customThe compound was synthesized

Sources & evidence

ORD record
ord-9eddc4be40cd4254b7c972d71ffc14a1
Source dataset
uspto-grants-2015_11
Patent number
US09173885B2

Reaction notes

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